Pet Sitting & Drop Ins in Pleasant Grove East, Chesapeake, VA

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Search

More resources

A focus on safety

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect

Top rated Pleasant Grove East pet sitters

1 / 1
Sitter Profile Image: Tiffany M.
Verified Background Check
Tiffany M.
from
$13
per visit
5 out of 5.0 stars
528 reviews
136 repeat clients
15 years of experience
Virginia Beach, VA, 23464

Tiffany took diligent care of our crew. We were gone for a while and were initially worried about our piggy and puppers. After day one we knew they'd be perfectly fine. Artie the pig didn't even seem to care we were gone. Thank you for taking care of our crew ❤️ we'll look forward to using you again.

Profile image
Sitter Profile Image: Gabrielle D.
Verified Enhanced Background Check
Gabrielle D.
from
$15
per visit
5 out of 5.0 stars
43 reviews
7 repeat clients
30 years of experience
Virginia Beach, VA, 23456

Gabrielle was amazing! We were out of the country and our pet sitter had to leave early on our last day as we were traveling back home. We worked everything out with Gabrielle through the app. She showed up when we needed her to, and she did everything we needed so we didn’t worry about our babies as we were traveling home. I will definitely use her again, and I would recommend her without hesitation. And our babies seemed to love her!

Profile image
Sitter Profile Image: Anna A.
Verified Enhanced Background Check
Anna A.
from
$20
per visit
5 out of 5.0 stars
79 reviews
28 repeat clients
7 years of experience
Greenbrier East, Chesapeake, VA, 23320

We had a drop-in meeting today with Anna. It went fabulously. My dog adored her. She was thorough in her questions & care plan, and knowledgeable about dog behavior. I have no doubts my pets will feel comfortable with Anna, and we will be booking with her for a long vacation in the future.

Profile image
Sitter Profile Image: Ashley O.
Verified Enhanced Background Check
Ashley O.
from
$21
per visit
5 out of 5.0 stars
38 reviews
8 repeat clients
22 years of experience
Virginia Beach, VA, 23456

Ok, let me start by saying this is the first time ever with all the dogs we have had did we use a dog sitter. We were so nervous but eventually we went full in on using one. What a true pleasure it was to have met and used Ashley. No words can express how well she made not only us but our beloved Romare feel while we were away. Don’t second guess her. She is amazing. No doubt we will, and I say again will, use her again. Unfortunate that we could only give 5 stars. Thank you Ashley!

Profile image
Sitter Profile Image: Eric C.
Verified Enhanced Background Check
Eric C.
from
$25
per visit
5 out of 5.0 stars
40 reviews
17 repeat clients
20 years of experience
moyock, NC, 27958

Eric went above and beyond taking care of our dog, Stryker and Pokey, my son’s frog. He always responded immediately and we’re thankful for taking such great care of our pets over the holidays! Highly recommend and will definitely consider booking him again! Thank you, Eric!

Profile image
Sitter Profile Image: Stephen s.
Verified Enhanced Background Check
Stephen s.
from
$15
per visit
5 out of 5.0 stars
76 reviews
29 repeat clients
30 years of experience
Great Bridge, CHESAPEAKE, VA, 23322

Stephen was amazing with both of my babies!!! Communication was great, took time to play with my babies and make sure they were good 3 times a day!! At no time did I worry because I knew Stephen loved what he do so if I ever need him again, he’ll be the first person I call!!! Thank you so much again Stephen!!!

Profile image
Sitter Profile Image: Claire C.
Verified Background Check
Claire C.
from
$20
per visit
5 out of 5.0 stars
66 reviews
21 repeat clients
16 years of experience
Moyock, NC, 27958

Claire is amazing! She was so pleasant during our meet and greet. She handled our giant fur balls of energy so well. She was timely, provided consistent updates and photos, and we came home to very happy dogs! Your pets will be in great hands with her. Highly recommend!

Profile image
Sitter Profile Image: Valerie A.
Verified Enhanced Background Check
Valerie A.
from
$15
per visit
5 out of 5.0 stars
11 reviews
5 repeat clients
15 years of experience
Great Bridge East, Chesapeake, VA, 23322

Valerie did a wonderful job of caring for Duncan while I was away. He loved her and she went beyond my expectations, and I am sure that she left him happy and well cared for. Thank you for loving our sweet boy! We look forward to seeing you again!

Profile image
Sitter Profile Image: Leighan W.
Verified Enhanced Background Check
Leighan W.
from
$18
per visit
5 out of 5.0 stars
9 reviews
3 repeat clients
20 years of experience
Great Bridge, Chesapeake, VA, 23322

I rebooked Leighan to check in on my Luna again. I love the pics. Will definitely book again. Thank you Leighan!

Profile image
Sitter Profile Image: Allison Q.
Verified Enhanced Background Check
Allison Q.
from
$25
per visit
5 out of 5.0 stars
10 reviews
3 repeat clients
10 years of experience
Great Bridge, Chesapeake, VA, 23322

Allison is wonderful to work with. My pets love her. They are very comfortable with her. Highly recommend.

Profile image
Sitter Profile Image: Gage R.
Verified Enhanced Background Check
Gage R.
from
$16
per visit
5 out of 5.0 stars
16 reviews
4 repeat clients
15 years of experience
Great Bridge East, Chesapeake, VA, 23322

Gage did a great job for us watching our two dogs. He was there for all the scheduled times and did a fantastic job giving them their meds and getting them to eat. I would recommend Gage to anyone and plan on using him again each time we need a dog sitter.

Profile image
Sitter Profile Image: Jon M.
Verified Background Check
Jon M.
from
$20
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
20 years of experience
Moyock, NC, 27958

About: I'm a high school math teacher and my wife works from home full time. Looking to watch after your little guys so we don’t have to get another one. Our dog Penny, has recently passed however we would like to keep her pictures and memory alive on this profile*. Most days I'm up early and dont mind being active and taking morning walks. Experience wise ive taken care of neighbors cats and dogs as a teen and have had 2 dogs myself over my adult years as well as turtles if you care about that. Dropping off your pet at my place seems like the best but I'm open to stopping by your place if need be. One of us is almost always at home full time to care for your pup. My wife loves snuggles and always looking for another blanket buddy We have a large yard and one friendly toddler looking for her next best friend. Overall it is a quiet home with lots of space.

Sitter Profile Image: Aimee C.
Verified Background Check
Aimee C.
from
$20
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
4 years of experience
Great Bridge, Chesapeake, VA, 23322

Aimee does such a great job taking care of my cat! He seems to really like her and is far less stressed with her coming to visit when I’m out of town.

Profile image
Sitter Profile Image: Merit G.
Verified Enhanced Background Check
Merit G.
from
$18
per visit
5 out of 3.0 stars
2 reviews
1 repeat client
6 years of experience
Great Bridge, Chesapeake, VA, 23322

Merrit was able to successfully take care of a senior dog with special needs, in addition to the cats. I really appreciate the photos and check-in notices. The babies are all happy.

Profile image
Sitter Profile Image: Amber & Ryan B.
Verified Background Check
Amber & Ryan B.
from
$20
per visit
5 out of 5.0 stars
24 reviews
9 repeat clients
12 years of experience
Great Bridge, Chesapeake, VA, 23322

Amber and Ryan are so great with my pup! They always send updates and all the pictures. I will continue to use them and I definitely recommend them to anyone in need of doggy care!! 😊

Profile image
Sitter Profile Image: Brianna F.
Verified Enhanced Background Check
Brianna F.
from
$25
per visit
5 out of 5.0 stars
153 reviews
52 repeat clients
10 years of experience
Moyock, NC, 27958

Brianna did a wonderful job!!! She gave us daily updates how our cat was doing. We will definitely be using her in the future for our pet care needs.

Profile image
Sitter Profile Image: Blayke K.
Verified Enhanced Background Check
Blayke K.
from
$15
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
20 years of experience
Great Bridge East, Chesapeake, VA, 23322

Blakye is wonderful with our dogs. We have two German shepherds and they love her. Would highly recommend

Profile image
Sitter Profile Image: Ricardo M.
Verified Enhanced Background Check
Ricardo M.
from
$25
per visit
5 out of 5.0 stars
32 reviews
14 repeat clients
48 years of experience
Pleasant Grove West, Chesapeake, VA, 23322

"Ricardo M. is a fantastic dog walker and sitter in the VA Beach/Chesapeake/Moyock area. He's incredibly caring and treats all animals as if they were his own children. Ricardo goes above and beyond to ensure all their needs, no matter how small, are met. Highly recommend!"

Sitter Profile Image: Nathan M.
Verified Enhanced Background Check
Nathan M.
from
$18
per visit
4 years of experience
Moyock, NC, 27958

Nathan is a great individual to take care of pets. He consistently takes care of our three cats and one dog. Nathan has also taken care of other pets on multiple occasions.

Sitter Profile Image: Corinna B.
Verified Enhanced Background Check
Corinna B.
from
$15
per visit
5 out of 5.0 stars
11 reviews
3 repeat clients
18 years of experience
Chesapeake, VA, 23322

Corinna was a blessing to us and our feathered ladies! She was open and attentive to their care and schedule while we were away. What a comfort to find Corinna and that she is close to our home too! That greatly enhanced the commitment we were looking for. We will definitely give Corinna a call for our future needs!

Profile image
1 / 1
View more sitters

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Tiffany M.
Verified Background Check
Sitter Profile Image: Tiffany M.
Verified Background Check

1. Tiffany M.

Star Sitter
Dog, Hamster and kid mom :)
Virginia Beach, VA, 23464
14.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 5.0 stars
528 reviews
136 repeat clients
Profile image

Tiffany took diligent care of our crew. We were gone for a while and were initially worried about our piggy and puppers. After day one we knew they'd be perfectly fine. Artie the pig didn't even seem to care we were gone. Thank you for taking care of our crew ❤️ we'll look forward to using you again.

Availability updated 4 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Gabrielle D.
Verified Enhanced Background Check
Sitter Profile Image: Gabrielle D.
Verified Enhanced Background Check

2. Gabrielle D.

Star Sitter
Walks for all sizes great and small
Virginia Beach, VA, 23456
13.7 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
43 reviews
7 repeat clients
Profile image

Gabrielle was amazing! We were out of the country and our pet sitter had to leave early on our last day as we were traveling back home. We worked everything out with Gabrielle through the app. She showed up when we needed her to, and she did everything we needed so we didn’t worry about our babies as we were traveling home. I will definitely use her again, and I would recommend her without hesitation. And our babies seemed to love her!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Anna A.
Verified Enhanced Background Check
Sitter Profile Image: Anna A.
Verified Enhanced Background Check

3. Anna A.

Star Sitter
Flexible schedule and Animal lover!
Greenbrier East, Chesapeake, VA, 23320
12.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
79 reviews
28 repeat clients
Profile image

We had a drop-in meeting today with Anna. It went fabulously. My dog adored her. She was thorough in her questions & care plan, and knowledgeable about dog behavior. I have no doubts my pets will feel comfortable with Anna, and we will be booking with her for a long vacation in the future.

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Ashley O.
Verified Enhanced Background Check
Sitter Profile Image: Ashley O.
Verified Enhanced Background Check

4. Ashley O.

Star Sitter
Trustworthy & Safe Animal-lover 🖤
Virginia Beach, VA, 23456
11.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
38 reviews
8 repeat clients
Profile image

Ok, let me start by saying this is the first time ever with all the dogs we have had did we use a dog sitter. We were so nervous but eventually we went full in on using one. What a true pleasure it was to have met and used Ashley. No words can express how well she made not only us but our beloved Romare feel while we were away. Don’t second guess her. She is amazing. No doubt we will, and I say again will, use her again. Unfortunate that we could only give 5 stars. Thank you Ashley!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Eric C.
Verified Enhanced Background Check
Sitter Profile Image: Eric C.
Verified Enhanced Background Check

5. Eric C.

Rover 101
Star Sitter
Safe and Secure Military Family
moyock, NC, 27958
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
40 reviews
17 repeat clients
Profile image

Eric went above and beyond taking care of our dog, Stryker and Pokey, my son’s frog. He always responded immediately and we’re thankful for taking such great care of our pets over the holidays! Highly recommend and will definitely consider booking him again! Thank you, Eric!

Availability updated 2 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Stephen s.
Verified Enhanced Background Check
Sitter Profile Image: Stephen s.
Verified Enhanced Background Check

6. Stephen s.

Star Sitter
Tons of experience with all breeds.
Great Bridge, CHESAPEAKE, VA, 23322
8.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
76 reviews
29 repeat clients
Profile image

Stephen was amazing with both of my babies!!! Communication was great, took time to play with my babies and make sure they were good 3 times a day!! At no time did I worry because I knew Stephen loved what he do so if I ever need him again, he’ll be the first person I call!!! Thank you so much again Stephen!!!

Availability updated 49 days ago
Sitter Profile Image: Claire C.
Verified Background Check
Sitter Profile Image: Claire C.
Verified Background Check

7. Claire C.

Rover 101
Your dog is sure to have a ball! :)
Moyock, NC, 27958
6.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
66 reviews
21 repeat clients
Profile image

Claire is amazing! She was so pleasant during our meet and greet. She handled our giant fur balls of energy so well. She was timely, provided consistent updates and photos, and we came home to very happy dogs! Your pets will be in great hands with her. Highly recommend!

Availability updated 6 days ago
Sitter Profile Image: Valerie A.
Verified Enhanced Background Check
Sitter Profile Image: Valerie A.
Verified Enhanced Background Check

8. Valerie A.

Your pet will be loved as my own 🐾
Great Bridge East, Chesapeake, VA, 23322
7.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

Valerie did a wonderful job of caring for Duncan while I was away. He loved her and she went beyond my expectations, and I am sure that she left him happy and well cared for. Thank you for loving our sweet boy! We look forward to seeing you again!

Availability updated 2 days ago
Sitter Profile Image: Leighan W.
Verified Enhanced Background Check
Sitter Profile Image: Leighan W.
Verified Enhanced Background Check

9. Leighan W.

Caring for your pets like my own!
Great Bridge, Chesapeake, VA, 23322
7.4 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

I rebooked Leighan to check in on my Luna again. I love the pics. Will definitely book again. Thank you Leighan!

Availability updated 20 days ago
Sitter Profile Image: Allison Q.
Verified Enhanced Background Check
Sitter Profile Image: Allison Q.
Verified Enhanced Background Check

10. Allison Q.

Prior Animal Control!
Great Bridge, Chesapeake, VA, 23322
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Allison is wonderful to work with. My pets love her. They are very comfortable with her. Highly recommend.

Availability updated 26 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Gage R.
Verified Enhanced Background Check
Sitter Profile Image: Gage R.
Verified Enhanced Background Check

11. Gage R.

All-sizes dog expert! Choose me!
Great Bridge East, Chesapeake, VA, 23322
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

Gage did a great job for us watching our two dogs. He was there for all the scheduled times and did a fantastic job giving them their meds and getting them to eat. I would recommend Gage to anyone and plan on using him again each time we need a dog sitter.

Availability updated 22 days ago
Sitter Profile Image: Jon M.
Verified Background Check
Sitter Profile Image: Jon M.
Verified Background Check

12. Jon M.

Sit. Stay. Bark n play. Also, walks
Moyock, NC, 27958
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients

About: I'm a high school math teacher and my wife works from home full time. Looking to watch after your little guys so we don’t have to get another one. Our dog Penny, has recently passed however we would like to keep her pictures and memory alive on this profile*. Most days I'm up early and dont mind being active and taking morning walks. Experience wise ive taken care of neighbors cats and dogs as a teen and have had 2 dogs myself over my adult years as well as turtles if you care about that. Dropping off your pet at my place seems like the best but I'm open to stopping by your place if need be. One of us is almost always at home full time to care for your pup. My wife loves snuggles and always looking for another blanket buddy We have a large yard and one friendly toddler looking for her next best friend. Overall it is a quiet home with lots of space.

Availability updated 5 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Aimee C.
Verified Background Check
Sitter Profile Image: Aimee C.
Verified Background Check

13. Aimee C.

Kind animal lover
Great Bridge, Chesapeake, VA, 23322
7.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Aimee does such a great job taking care of my cat! He seems to really like her and is far less stressed with her coming to visit when I’m out of town.

Availability updated over 1 year ago
Sitter Profile Image: Merit G.
Verified Enhanced Background Check
Sitter Profile Image: Merit G.
Verified Enhanced Background Check

14. Merit G.

Loving Pet Sitter You Can Trust
Great Bridge, Chesapeake, VA, 23322
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 3.0 stars
2 reviews
1 repeat client
Profile image

Merrit was able to successfully take care of a senior dog with special needs, in addition to the cats. I really appreciate the photos and check-in notices. The babies are all happy.

Availability updated 78 days ago
Sitter Profile Image: Amber & Ryan B.
Verified Background Check
Sitter Profile Image: Amber & Ryan B.
Verified Background Check

15. Amber & Ryan B.

Amber
Great Bridge, Chesapeake, VA, 23322
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
24 reviews
9 repeat clients
Profile image

Amber and Ryan are so great with my pup! They always send updates and all the pictures. I will continue to use them and I definitely recommend them to anyone in need of doggy care!! 😊

Availability updated over 1 year ago
Sitter Profile Image: Brianna F.
Verified Enhanced Background Check
Sitter Profile Image: Brianna F.
Verified Enhanced Background Check

16. Brianna F.

Star Sitter
Professional dog trainer
Moyock, NC, 27958
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
153 reviews
52 repeat clients
Profile image

Brianna did a wonderful job!!! She gave us daily updates how our cat was doing. We will definitely be using her in the future for our pet care needs.

Availability updated 10 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Blayke K.
Verified Enhanced Background Check
Sitter Profile Image: Blayke K.
Verified Enhanced Background Check

17. Blayke K.

Animal lover, wife, & SAHM.🐝🤍😊
Great Bridge East, Chesapeake, VA, 23322
5.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Blakye is wonderful with our dogs. We have two German shepherds and they love her. Would highly recommend

Availability updated 30 days ago
Sitter Profile Image: Ricardo M.
Verified Enhanced Background Check
Sitter Profile Image: Ricardo M.
Verified Enhanced Background Check

18. Ricardo M.

Star Sitter
Farm Paws:Your Dedicated Pet Sitter
Pleasant Grove West, Chesapeake, VA, 23322
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
32 reviews
14 repeat clients

"Ricardo M. is a fantastic dog walker and sitter in the VA Beach/Chesapeake/Moyock area. He's incredibly caring and treats all animals as if they were his own children. Ricardo goes above and beyond to ensure all their needs, no matter how small, are met. Highly recommend!"

Availability updated 4 months ago
Sitter Profile Image: Nathan M.
Verified Enhanced Background Check
Sitter Profile Image: Nathan M.
Verified Enhanced Background Check

19. Nathan M.

I take care a different animals
Moyock, NC, 27958
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
1 review

Nathan is a great individual to take care of pets. He consistently takes care of our three cats and one dog. Nathan has also taken care of other pets on multiple occasions.

Availability updated 17 days ago
Sitter Profile Image: Corinna B.
Verified Enhanced Background Check
Sitter Profile Image: Corinna B.
Verified Enhanced Background Check

20. Corinna B.

Reliable and personable pet lover!!
Chesapeake, VA, 23322
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

Corinna was a blessing to us and our feathered ladies! She was open and attentive to their care and schedule while we were away. What a comfort to find Corinna and that she is close to our home too! That greatly enhanced the commitment we were looking for. We will definitely give Corinna a call for our future needs!

Availability updated over 1 year ago

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app